Anthranilic acid Chemical Properties

Melting point:

144-148 °C(lit.)

Boiling point:

251.96°C (rough estimate)

Density 

1.412

vapor density 

4.7 (vs air)

vapor pressure 

0.1Pa at 52.6℃

refractive index 

1.5323 (estimate)

Flash point:

150°C

storage temp. 

Store at 0°C

solubility 

ethanol: may be clear to slightly hazy

pka

2.108(at 25℃)

form 

powder

color 

White to pale yellow crystalline

PH Range

Non-B uorescence (1.5) light blue B uorescence (3.0)

Water Solubility 

5.7 g/L (25 ºC)

Merck 

14,422

BRN 

471803

Stability:

Stable. Incompatible with strong oxidizing agents.

Major Application

bottom antireflective coatings, semiconductor devices, inks, hair dyes, cosmetics, treatment of chronic inflammatory diseases, depression

LogP

0.99 at 23℃ and pH3.7

CAS DataBase Reference

118-92-3(CAS DataBase Reference)

NIST Chemistry Reference

Anthranilic acid(118-92-3)

IARC

3 (Vol. 16, Sup 7) 1987

EPA Substance Registry System

Anthranilic acid (118-92-3)

Safety Information

Hazard Codes 

Xi

Risk Statements 

36-37-36/37/38

Safety Statements 

26-36-39

WGK Germany 

2

RTECS 

CB2450000

TSCA 

Yes

HS Code 

29224300

Hazardous Substances Data

118-92-3(Hazardous Substances Data)

MSDS

• Language:English Provider:Anthranilic acid
• Language:English Provider:SigmaAldrich
• Language:English Provider:ALFA

Anthranilic acid Usage And Synthesis

Chemical Properties

White to off white crystalline powder

Uses

Dyes, drugs, perfumes, and pharmaceuticals.

Uses

Anthranilic acid can be used in organic synthesis to generate the benzyne intermediate. It is used as an intermediate for production of dyes, pigments, and saccharin. It and its esters are used in preparing perfumes to imitate jasmine and orange, pharmaceuticals and UV-absorber as well as corrosion inhibitors for metals and mold inhibitors in soya sauce.

Definition

ChEBI: An aminobenzoic acid that is benzoic acid having a single amino substituent located at position 2. It is a metabolite produced in L-tryptophan-kynurenine pathway in the central nervous system.

Synthesis Reference(s)

Chemical and Pharmaceutical Bulletin, 29, p. 1159, 1981 DOI: 10.1248/cpb.29.1159
Journal of the American Chemical Society, 107, p. 5008, 1985 DOI: 10.1021/ja00303a038

General Description

Odorless white to pale-yellow or tan crystalline powder with a sweetish taste.

Air & Water Reactions

Anthranilic acid may be sensitive to prolonged exposure to air and light. Insoluble in water.

Reactivity Profile

Anthranilic acid is incompatible with strong oxidizers.

Hazard

Questionable carcinogen.

Fire Hazard

Anthranilic acid is combustible.

Safety Profile

Moderately toxic by ingestion and intraperitoneal routes. Experimental reproductive effects. Human mutation data reported. Questionable carcinogen with experimental tumorigenic data. Combustible. When heated to decomposition it emits toxic fumes of NOx.

Purification Methods

Crystallise anthranilic acid from water (charcoal). It has also been recrystallised from 50% aqueous acetic acid. It sublimes in a vacuum. [Beilstein 14 IV 1004.]

Anthranilic acid(118-92-3)Related Product Information

• Isatoic Anhydride
• Methyl Red sodium salt
• 3-Amino-2-naphthoic acid
• 5-BROMO-N-(CARBOXYMETHYL)ANTHRANILIC ACID
• 6-CHLOROISATIN
• N-METHYL-2-AMINOBENZOIC ACID,N-Methylanthranilic acid, balance mainly anthranilic acid, 90%
• Anthranilic acid
• o-Anisidine
• Ascoric Acid
• Citric acid
• N-PHENYL 2-AMINOBENZOIC ACID
• Stearic acid
• Ethyl 2-(Chlorosulfonyl)acetate
• Hyaluronic acid
• Folic acid
• n-acetyl-p-aminobenzoic acid
• Aniline-2-sulfonic acid
• ANTHRANILIC ACID METHYLESTER WITH GC,ANTHRANILIC ACID METHYLESTER(SG)